Benzhydrylamine → HCID 21035396, compound

HRID 1455729Notes

Reaction equation

HRID 1455729 reaction equation
[C:1]([C:3]1[CH:10]=[CH:9][C:6]([CH2:7]Br)=[CH:5][CH:4]=1)#[N:2].[CH:11]([NH2:24])([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:12]1([CH:11]([NH:24][CH2:7][C:6]2[CH:9]=[CH:10][C:3]([C:1]#[N:2])=[CH:4][CH:5]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 7036BenzhydrylamineHCID 11430Potassium CarbonateHCID 869964-(Bromomethyl)benzonitrile

Product 1

HCID 21035396HCID 21035396, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of para-cyanobenzyl bromide (13.72 g, 70 mmol), benzhydrylamine (13.79 g, 70 mmol) and potassium carbonate (16.8 g, 70 mmol) in ethanol (200 ml) was stirred under reflux for 5 hours. The mixture was allowed to cool, the resulting precipitate filtered off and the filtrate evaporated under reduced pressure. The residue was recrystallised from 80-100 petrol/isopropanol to give the title compound as an oil, 14.5 g.

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureto cool
  3. filtrationthe resulting precipitate filtered off
  4. customthe filtrate evaporated under reduced pressure
  5. customThe residue was recrystallised from 80-100 petrol/isopropanol

Sources & evidence

ORD record
ord-2d603db5808548b593f0a2faf380e5d0
Source dataset
uspto-grants-2009_01
Patent number
US07482487B2

Reaction notes

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